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Mu-opioid receptor agonists
6,14-Endoethenotetrahydrooripavine
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    6,14-Endoethenotetrahydrooripavine

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    6,14-Endoethenotetrahydrooripavine
    Endoethenotetrahydrooripavine.svg
    Names
    IUPAC name
    (4R,7S,7aR,12bR)-7-Methoxy-3-methyl-2,3,4,4a,7,7a-hexahydro-1H-4al5-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol
    Identifiers
    3D model (JSmol)
    PubChem CID
    • InChI=1S/C20H23NO3/c1-21-10-9-20-15-12-3-4-13(22)16(15)24-17(20)19(23-2)7-5-18(20,6-8-19)14(21)11-12/h3-5,7,14,17,22H,6,8-11H2,1-2H3/t14-,17+,18?,19-,20+/m1/s1
    • [H][C@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]51CC[C@]2(OC)C=C1)=CC=C3O
    Properties
    C20H23NO3
    Molar mass 325.408 g·mol−1
    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    6,14-Endoethenotetrahydrooripavine is the central nucleus, or backbone, of a class of morphinan opioids known as the Bentley compounds and may be considered their "privileged scaffold". These include but are not limited to etorphine and buprenorphine. They usually have thebaine or oripavine as their precursor in their syntheses (and are thus termed "thevinols" and "orvinols", respectively).

    See also



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